Application of potassium-modified carbon nitride as a highly efficient recyclable catalyst for synthesis of 4H-chromene derivatives

被引:11
作者
Chen, Yu-Xuan [1 ]
Di, Jia-Qi [1 ]
Geng, Shan-Shan [1 ]
Zhang, Zhan-Hui [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Natl Demonstrat Ctr Expt Chem Educ, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Hebei, Peoples R China
基金
中国国家自然科学基金;
关键词
4H-chromene; Potassium-doped carbon nitride; Heterogeneous catalyst; Multi-component reactions; DENSELY FUNCTIONALIZED 4H-CHROMENES; ONE-POT SYNTHESIS; ORGANOCATALYTIC SYNTHESIS; PHOTOCATALYTIC ACTIVITY; ORGANIC FRAMEWORK; G-C3N4; CASCADE; CONSTRUCTION; POLYMERS; SOLVENT;
D O I
10.1007/s11164-021-04566-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A potassium-doped carbon nitride (K-CN) was prepared by a simple thermal polymerization method. The prepared K-CN was characterized by Fourier infrared spectroscopy (FT-IR), powder X-ray diffraction (XRD), scanning electron microscope (SEM), transmission electron microscope (TEM) and X-ray photoelectron spectroscopy (XPS) techniques. The obtained K-CN exhibited excellent catalytic activity for synthesis of 4H-chromene derivatives via one-pot three-component reaction of salicylaldehyde, cyclohexane-1,3-diones and 4-hydroxycoumarin in water/ethyl lactate at room temperature. The reported method shows significant advantages, such as high yield, mild and clean reaction conditions, the use of recyclable catalyst and ethyl lactate/water as an environmentally friendly solvent, multi-component reaction at room temperature, no chromatographic separation and suitable for large-scale synthesis.
引用
收藏
页码:307 / 320
页数:14
相关论文
共 53 条
[1]   Quinine-catalyzed highly enantioselective cycloannulation of o-quinone methides with malononitrile [J].
Adili, Alafate ;
Tao, Zhong-Lin ;
Chen, Dian-Feng ;
Han, Zhi-Yong .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (08) :2247-2250
[2]   In-situ reduction synthesis of nano-sized Cu2O particles modifying g-C3N4 for enhanced photocatalytic hydrogen production [J].
Chen, Jie ;
Shen, Shaohua ;
Guo, Penghui ;
Wang, Meng ;
Wu, Po ;
Wang, Xixi ;
Guo, Liejin .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2014, 152 :335-341
[3]   Magnetic nanocatalysts: Synthesis and application in multicomponent reactions [J].
Chen, Meng-Nan ;
Mo, Li-Ping ;
Cui, Zhen-Shui ;
Zhang, Zhan-Hui .
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY, 2019, 15 :27-37
[4]   Extending the π-Conjugation of g-C3N4 by Incorporating Aromatic Carbon for Photocatalytic H2 Evolution from Aqueous Solution [J].
Chuang, Po-Kai ;
Wu, Kwun-Han ;
Yeh, Te-Fu ;
Teng, Hsisheng .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2016, 4 (11) :5989-5997
[5]   Structure-Activity Relationship and Molecular Mechanisms of Ethyl 2-Amino-4-(2-ethoxy-2-oxoethyl)-6-phenyl-4H-chromene-3-carboxylate (sHA 14-1) and Its Analogues [J].
Das, Sonia G. ;
Doshi, Jignesh M. ;
Tian, Defeng ;
Addo, Sadiya N. ;
Srinivasan, Balasubramanian ;
Hermanson, David L. ;
Xing, Chengguo .
JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (19) :5937-5949
[6]   Highly efficient organocatalytic synthesis of diverse and densely functionalized 2-amino-3-cyano-4H-pyrans under mechanochemical ball milling [J].
Dekamin, Mohammad G. ;
Eslami, Mohammad .
GREEN CHEMISTRY, 2014, 16 (12) :4914-4921
[7]   Copper anchored on phosphorus g-C3N4 as a highly efficient photocatalyst for the synthesis of N-arylpyridin-2-amines [J].
Di, Jia-Qi ;
Zhang, Mo ;
Chen, Yu-Xuan ;
Wang, Jin-Xin ;
Geng, Shan-Shan ;
Tang, Jia-Qi ;
Zhang, Zhan-Hui .
GREEN CHEMISTRY, 2021, 23 (02) :1041-1049
[8]   Nitrogen vacancy engineered graphitic C3N4-based polymers for photocatalytic oxidation of aromatic alcohols to aldehydes [J].
Ding, Jing ;
Xu, Wei ;
Wan, Hui ;
Yuan, Dashui ;
Chen, Chong ;
Wang, Lei ;
Guan, Guofeng ;
Dai, Wei-Lin .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2018, 221 :626-634
[9]   Synthesis of Transition Metal-Modified Carbon Nitride Polymers for Selective Hydrocarbon Oxidation [J].
Ding, Zhengxin ;
Chen, Xiufang ;
Antonietti, Markus ;
Wang, Xinchen .
CHEMSUSCHEM, 2011, 4 (02) :274-281
[10]   Genistein [J].
Dixon, RA ;
Ferreira, D .
PHYTOCHEMISTRY, 2002, 60 (03) :205-211